EP4150043A1 - Flavour - Google Patents

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Publication number
EP4150043A1
EP4150043A1 EP21725482.0A EP21725482A EP4150043A1 EP 4150043 A1 EP4150043 A1 EP 4150043A1 EP 21725482 A EP21725482 A EP 21725482A EP 4150043 A1 EP4150043 A1 EP 4150043A1
Authority
EP
European Patent Office
Prior art keywords
ppm
beer
beverage
weight proportion
overall weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP21725482.0A
Other languages
German (de)
French (fr)
Inventor
Chisato Mayama
Hiroaki Kudo
Yohei Miyamoto
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Givaudan SA
Original Assignee
Givaudan SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Givaudan SA filed Critical Givaudan SA
Publication of EP4150043A1 publication Critical patent/EP4150043A1/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12CBEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
    • C12C12/00Processes specially adapted for making special kinds of beer
    • C12C12/04Beer with low alcohol content
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
    • A23L2/38Other non-alcoholic beverages
    • A23L2/382Other non-alcoholic beverages fermented
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
    • A23L2/52Adding ingredients
    • A23L2/56Flavouring or bittering agents
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12CBEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
    • C12C5/00Other raw materials for the preparation of beer
    • C12C5/02Additives for beer
    • C12C5/026Beer flavouring preparations

Definitions

  • This disclosure relates to beer and beer-tasting non-alcoholic beverages, and to the improvement of the taste of such beverages.
  • Beer is an alcoholic beverage brewed from cereal grains and has been known and appreciated from antiquity. Its particular taste qualities, particularly the distinct bitterness and maltiness, are so desirable that it has been sought to replicate these taste characteristics in non-alcoholic beer beverages. In addition, it is desirable to enhance the characteristics in beers and beer beverages that are inherently lacking in these qualities. Both brewed beer and beverages that seek to emulate beer flavor shall hereinafter be described as “beer beverages”.
  • a beer beverage comprising 4-vinyl phenol (4VP) and 4-vinyl guaiacol (4VG) in the 4VG:4VP weight ratio of from 2.5 - 10, the overall weight proportion of 4VG and 4VP in the beverage being from 0.11 ppm to 0.56 ppm.
  • a method of conferring desirable beer-taste characteristics on a beer beverage comprising the addition to the beverage of 4-vinyl phenol (4VP) and 4- vinyl guaiacol (4VG) in the 4VG:4VP weight ratio of from 2.5 - 10, the overall weight proportion of 4VG and 4VP in the beverage being from 0.1 ppm to 0.6 ppm.
  • 4-vinyl phenol is a phenolic compound found in wine and beer. It is produced by the action of the yeast Bretanomyces, and is said to confer on wine aromas described as “barnyard”, “medicinal” and “mousy”.
  • 4-vinyl guaiacol (2-methoxy-4-vinylphenol) is found in distilled drinks such as whisk(e)y and rum, where it confers sweet, smoky background notes.
  • the weight ratio of 4VG:4VP is from 4-6.
  • the overall weight proportion of 4VG and 4 VP in the beverage is from 0.11 ppm to 0.56ppm, more particularly from 0.22 ppm to 0.28 ppm.
  • 4VP and 4VG may be added to a beverage by simply adding the compounds either mixed or separate and stirring them in.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Food Science & Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Nutrition Science (AREA)
  • Genetics & Genomics (AREA)
  • Polymers & Plastics (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Microbiology (AREA)
  • Distillation Of Fermentation Liquor, Processing Of Alcohols, Vinegar And Beer (AREA)
  • Non-Alcoholic Beverages (AREA)
  • Alcoholic Beverages (AREA)

Abstract

A beer beverage comprising 4-vinyl phenol (4VP) and 4-vinyl guaiacol (4VG) in the 4VG:4VP weight ratio of from 2.5 – 10, the overall weight proportion of 4VG and 4VP in the beverage being from 0.1 ppm to 0.6 ppm. The compounds provide desirable beer flavor characteristics to both beers and non- alcoholic beer beverages deficient in these characteristics.

Description

Flavour
This disclosure relates to beer and beer-tasting non-alcoholic beverages, and to the improvement of the taste of such beverages.
Beer is an alcoholic beverage brewed from cereal grains and has been known and appreciated from antiquity. Its particular taste qualities, particularly the distinct bitterness and maltiness, are so desirable that it has been sought to replicate these taste characteristics in non-alcoholic beer beverages. In addition, it is desirable to enhance the characteristics in beers and beer beverages that are inherently lacking in these qualities. Both brewed beer and beverages that seek to emulate beer flavor shall hereinafter be described as “beer beverages”.
It has now been found that it is possible to enhance the desirable flavor qualities of beer beverages. There is therefore provided a beer beverage comprising 4-vinyl phenol (4VP) and 4-vinyl guaiacol (4VG) in the 4VG:4VP weight ratio of from 2.5 - 10, the overall weight proportion of 4VG and 4VP in the beverage being from 0.11 ppm to 0.56 ppm.
There is further provided a method of conferring desirable beer-taste characteristics on a beer beverage , comprising the addition to the beverage of 4-vinyl phenol (4VP) and 4- vinyl guaiacol (4VG) in the 4VG:4VP weight ratio of from 2.5 - 10, the overall weight proportion of 4VG and 4VP in the beverage being from 0.1 ppm to 0.6 ppm.
4-vinyl phenol is a phenolic compound found in wine and beer. It is produced by the action of the yeast Bretanomyces, and is said to confer on wine aromas described as “barnyard”, “medicinal” and “mousy”.
4-vinyl guaiacol (2-methoxy-4-vinylphenol) is found in distilled drinks such as whisk(e)y and rum, where it confers sweet, smoky background notes.
Both have been used in various flavouring applications, including in alcoholic beverages. However, it is not previously been recognized that the use of both together in a particular ratio can contribute desirable beer flavor characteristics, characterized as “malty” and “thick”.
In a particular embodiment, the weight ratio of 4VG:4VP is from 4-6.
In a further particular embodiment, the overall weight proportion of 4VG and 4 VP in the beverage is from 0.11 ppm to 0.56ppm, more particularly from 0.22 ppm to 0.28 ppm.
4VP and 4VG may be added to a beverage by simply adding the compounds either mixed or separate and stirring them in.
The disclosure is further described with reference to the following examples, which depict particular embodiments, and which are not intended to be in any way limiting.
Examples
Example 1
A number of different ratios of 4VG and 4VP were added to samples of non-alcoholic beer-tasting drinks. The drinks used were “Kachipla” (ex Amazon Japan) and “Ryoma 1865” (ex Nippon Beer Co., Japan).
200g samples of each drink were diluted by addition of 800g carbonated water, providing a carbonated beverage with a malty taste. The proportions of 4VG and 4VP shown in the table below were added.
The samples were then tested by 4 expert taste panelists in comparison with diluted samples of the drinks that lacked the addition of 4VG and 4VP. The results are shown in the following table. Sample 4VG 4VP 4VG:4VP Taste characteristics
No. content content ratio
(ppm) (ppm)
1 0.2 0 infinity Slightly malty, medicinal, sour, light
2 0.2 0.005 40 Slightly malty, medicinal, light, sharp
3 0.2 0.01 20 Malty, slightly salty
4 0.2 0.02 10 Malty
5 0.2 0.04 5 Very malty and tasty, thick, body, beer-like, meaty,
6 0.2 0.08 2.5 Very malty, but slightly too heavy
7 0.2 0.2 1 Malty, but too heavy
8 0.1 0.02 5 Light, drinkable, malty, good C02 sensation, slightly sour
9 0.4 0.08 5 Malty, thick, slightly salty
10 0.9 0.16 5 Whiskey-like, medicinal
The desirable characteristics provided by particular quantities and proportions of 4VG and 4VP can clearly be seen.
Example 2
The Example 1 procedure was repeated with carbonated water. The results, in comparison with an untreated sample of water, were as follows:
Sample No. 4VG 4VP 4VG:4VP Taste characteristics content content ratio
(ppm) (ppm)
11 0.1 0.02 5 light, thin, slightly phenolic
12 0.2 0.04 5 beer-like, meaty, good C02 sensation 13 0.4 0.08 5 medicinal
14 0.8 0.16 5 whiskey-like, medicinal
Again the addition of the appropriate proportions of 4VGT and 4VP provided a desirable beer-like flavour.

Claims

Claims:
1. A beer beverage comprising 4-vinyl phenol (4VP) and 4-vinyl guaiacol (4VG) in the 4VG:4VP weight ratio of from 2.5 - 10, the overall weight proportion of 4VG and
4VP in the beverage being from 0.11 ppm to 0.56 ppm.
2. A beer beverage according to claim 1 , in which the 4VG:4VP ratio is from 4-6.
3. A beer beverage according to claim 1 , in which the overall weight proportion of
4VG and 4VP in the beverage is from 0.11 ppm to 0.56ppm.
4. A beer beverage according to claim 3, in which the overall weight proportion of 4VG and 4 VP in the beverage is from 0.22 ppm to 0.28 ppm.
5. A method of conferring desirable beer-taste characteristics on a beer beverage , comprising the addition to the beverage of 4-vinyl phenol (4VP) and 4-vinyl guaiacol (4VG) in the 4VG:4VP weight ratio of from 2.5 - 10, the overall weight proportion of 4VG and 4VP in the beverage being from 0.1 ppm to 0.6 ppm.
6. A method according to claim 5, in which the 4VG:4VP ratio is from 4-6.
7. A method according to claim 5, in which the overall weight proportion of 4VG and 4VP in the beverage is from 0.11 ppm to 0.56ppm.
8. A method according to claim 7, in which the overall weight proportion of 4VG and 4 VP in the beverage is from 0.22 ppm to 0.28 ppm.
EP21725482.0A 2020-05-14 2021-05-11 Flavour Pending EP4150043A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB2007141.1A GB202007141D0 (en) 2020-05-14 2020-05-14 Flavour
PCT/EP2021/062452 WO2021228835A1 (en) 2020-05-14 2021-05-11 Flavour

Publications (1)

Publication Number Publication Date
EP4150043A1 true EP4150043A1 (en) 2023-03-22

Family

ID=71135124

Family Applications (1)

Application Number Title Priority Date Filing Date
EP21725482.0A Pending EP4150043A1 (en) 2020-05-14 2021-05-11 Flavour

Country Status (8)

Country Link
US (1) US20230193171A1 (en)
EP (1) EP4150043A1 (en)
JP (1) JP7824890B2 (en)
CN (1) CN115605570A (en)
BR (1) BR112022022180A2 (en)
CA (1) CA3182159A1 (en)
GB (1) GB202007141D0 (en)
WO (1) WO2021228835A1 (en)

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60220554T2 (en) * 2002-12-19 2008-02-14 Council Of Scientific & Industrial Research MICROWAVE-INDUCED PROCESS FOR THE PRODUCTION OF SUBSTITUTED 4-VINYLPHENOLES
TWI609079B (en) * 2013-01-31 2017-12-21 朝日啤酒股份有限公司 Non fermented beer-like foaming beverages
JP2015027309A (en) * 2014-09-30 2015-02-12 太一 染谷 Agent for imparting beer flavor, and beer-flavored beverage
JP6812197B2 (en) * 2016-10-19 2021-01-13 サッポロビール株式会社 Beer taste beverage
WO2018092655A1 (en) * 2016-11-21 2018-05-24 アサヒビール株式会社 Beer-like alcoholic beverage
CN113811594A (en) * 2019-04-04 2021-12-17 喜力供应链有限公司 Fermented beverages and methods of producing fermented beverages

Also Published As

Publication number Publication date
CA3182159A1 (en) 2021-11-18
BR112022022180A2 (en) 2022-12-13
US20230193171A1 (en) 2023-06-22
CN115605570A (en) 2023-01-13
WO2021228835A1 (en) 2021-11-18
JP7824890B2 (en) 2026-03-05
GB202007141D0 (en) 2020-07-01
JP2023525121A (en) 2023-06-14

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